Chiral cyclam (1,4,8,11-tetraazacyclotetradecane) derivatives were synthesized stepwise from chiral mono-Boc-1,2-diamines and (dialkyl)malonyl dichloride via open diamide-bis(N-Boc-amino) intermediates (65–91%). Deprotection and ring closure with a second malonyl unit afforded the cyclam tetraamide precursors (80–95%). The new protocol allowed the preparation of the target cyclam derivatives (53–59%) by a final optimized hydride reduction. Both the open tetraamine intermediates and the cyclam derivatives successfully coordinated with AuCl₃ to give moderate to excellent yields (50–96%) of the corresponding novel tetra-coordinated N,N,N,N-Au(III) complexes with alternating five- and six-membered chelate rings. The testing of the catalytic ability of the cyclam-based N,N,N,N-Au(III) complexes demonstrated high catalytic activity of some complexes in selected test reactions (full conversion in 1–24 h, 62–97% product yields).

中文翻译：

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Au（III）配合物与基于四齿-Cyclam的配体

手性Cyclam（1,4,8,11-四氮杂环十四烷）衍生物是通过手性单-Boc-1,2-二胺和（二烷基）丙二酰二氯通过开放的二酰胺-双（N -Boc-氨基）中间体逐步合成的（65– 91％）。脱保护并用第二个丙二酰单元进行闭环，获得了环己四酰胺前体（80-95％）。新的方案允许通过最终优化的氢化物还原来制备目标环体衍生物（53–59％）。开放的四胺中间体和cyclam衍生物均成功地与AuCl ₃配位，从而给出了相应的新型四配位N，N，N，N的中等至优异的收率（50-96％）-Au（III）配合物，具有交替的五元和六元螯合环。对基于Cyclam的N，N，N，N -Au（III）配合物的催化能力进行测试，表明某些配合物在选定的测试反应中具有较高的催化活性（在1–24 h内完全转化，产品产率为62–97％ ）。